#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/47/2004743.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2004743
loop_
_publ_author_name
'Feeder, N.'
'Jones, W.'
_publ_section_title
;
 Structures of Five \w-Phthalimidoaliphatic Carboxylic Acids
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              913
_journal_page_last               919
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C11 H9 N O4'
_chemical_formula_weight         219.1
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 98.84(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.079(4)
_cell_length_b                   8.949(5)
_cell_length_c                   15.893(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      14
_cell_measurement_theta_min      8
_cell_volume                     994.9(9)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.01
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1951
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.46
_exptl_crystal_description       Plate
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.756
_refine_ls_hydrogen_treatment    'see text'
_refine_ls_number_parameters     152
_refine_ls_number_reflns         1067
_refine_ls_R_factor_obs          0.046
_refine_ls_shift/esd_max         0.072
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.046
_reflns_number_observed          1067
_reflns_number_total             1886
_reflns_observed_criterion       F>3\sF
_[local]_cod_data_source_file    hu1020.cif
_[local]_cod_data_source_block   hu1020b
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_[local]_cod_chemical_formula_sum_orig 'C11 H9 N1 O4'
_cod_original_cell_volume        995.0(10)
_cod_database_code               2004743
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .6850(4) -.0063(3) .6410(2) .058(2)
O(7) .6635(4) .1691(3) .7448(2) .061(2)
O(8) .7333(4) -.1208(3) .5174(2) .054(2)
O(110) .8496(5) -.4359(3) .8034(2) .071(2)
O(111) .7693(4) -.2365(3) .8718(2) .057(2)
C(1) .7412(5) .1509(4) .5334(2) .037(2)
C(2) .7735(5) .2131(4) .4572(2) .047(2)
C(3) .7766(6) .3674(5) .4533(2) .052(3)
C(4) .7520(6) .4561(5) .5222(3) .055(3)
C(5) .7207(6) .3923(4) .5987(2) .050(2)
C(6) .7168(5) .2387(4) .6022(2) .039(2)
C(7) .6846(5) .1393(4) .6729(2) .041(2)
C(8) .7223(5) -.0081(4) .5582(2) .038(2)
C(9) .6596(5) -.1376(4) .6916(2) .044(2)
C(10) .8488(6) -.1974(5) .7360(2) .054(3)
C(11) .8229(5) -.3047(4) .8054(2) .043(2)
H(2) .7949(5) .1441(4) .4037(2) ?
H(3) .7982(6) .4209(5) .3947(2) ?
H(4) .7578(6) .5763(5) .5165(3) ?
H(5) .7004(6) .4598(4) .6530(2) ?
H(91) .5707(5) -.1096(4) .7388(2) ?
H(92) .5911(5) -.2239(4) .6502(2) ?
H(101) .9330(6) -.1040(5) .7636(2) ?
H(102) .9228(6) -.2526(5) .6902(2) ?
H(111) .7659(63) -.3112(52) .9125(28) ?
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C(1) .035(2) .045(2) .030(2) -.004(2) .0030(10) .001(2)
C(2) .052(2) .055(3) .033(2) -.006(2) .007(2) .003(2)
C(3) .063(3) .054(3) .040(2) -.009(2) .005(2) .012(2)
C(4) .069(3) .042(2) .055(3) -.004(2) .002(2) .008(2)
C(5) .064(3) .042(2) .044(2) .009(2) .006(2) .003(2)
C(6) .042(2) .044(2) .031(2) .004(2) .003(2) .003(2)
C(7) .043(2) .047(2) .034(2) .009(2) .007(2) .002(2)
C(8) .041(2) .046(2) .028(2) -.007(2) .0050(10) -.003(2)
C(9) .048(2) .043(2) .040(2) -.003(2) .006(2) .012(2)
C(10) .054(3) .060(3) .047(2) .008(2) .017(2) .018(2)
C(11) .049(2) .041(2) .039(2) .002(2) .007(2) .004(2)
N(1) .046(2) .038(2) .0280(10) .0000(10) .0070(10) .0060(10)
0(7) .087(2) .063(2) .0330(10) .017(2) .0230(10) .0010(10)
0(8) .078(2) .049(2) .0360(10) -.0080(10) .0140(10) -.0090(10)
0(110) .111(3) .042(2) .060(2) .014(2) .033(2) .0050(10)
0(111) .089(2) .040(2) .042(2) .010(2) .0210(10) .0050(10)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(7) N(1) C(8) 111.2(4) no
C(9) N(1) C(7) 123.1(4) no
C(9) N(1) C(8) 125.6(4) no
C(8) C(1) C(6) 107.8(4) no
C(2) C(1) C(6) 121.5(4) no
C(2) C(1) C(8) 130.6(4) no
C(3) C(2) C(1) 116.5(5) no
C(2) C(3) C(4) 122.2(5) no
C(3) C(4) C(5) 120.8(5) no
C(4) C(5) C(6) 116.8(5) no
C(1) C(6) C(7) 108.2(4) no
C(5) C(6) C(7) 129.6(4) no
C(5) C(6) C(1) 122.2(4) no
C(6) C(7) N(1) 106.0(4) no
O(7) C(7) N(1) 123.9(4) no
O(7) C(7) C(6) 130.1(5) no
C(1) C(8) N(1) 106.7(4) no
O(8) C(8) N(1) 123.4(4) no
O(8) C(8) C(1) 130.0(4) no
C(10) C(9) N(1) 111.7(4) no
C(9) C(10) C(11) 111.8(4) no
C(10) C(11) O(111) 112.0(4) no
O(110) C(11) C(10) 125.1(5) no
O(110) C(11) O(111) 122.9(5) no
H(5) C(5) C(6) 121.4(3) no
C(4) C(5) H(5) 121.8(3) no
C(1) C(2) H(2) 121.4(3) no
C(3) C(2) H(2) 122.1(3) no
H(91) C(9) N(1) 109.4(3) no
H(92) C(9) N(1) 108.9(3) no
H(92) C(9) H(91) 109.5 no
C(10) C(9) H(91) 109.0(3) no
C(10) C(9) H(92) 108.3(3) no
H(101) C(10) C(9) 108.0(3) no
H(101) C(10) C(11) 108.7(3) no
H(102) C(10) C(9) 109.5(3) no
H(102) C(10) C(11) 109.3(3) no
H(102) C(10) H(101) 109.5 no
H(4) C(4) C(5) 119.7(3) no
H(3) C(3) C(2) 119.1(3) no
H(3) C(3) C(4) 118.7(3) no
H(111) O(111) C(11) 105.(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.384(7) no
C(2) C(3) 1.383(7) no
C(3) C(4) 1.385(7) no
C(4) C(5) 1.392(7) no
C(5) C(6) 1.376(7) no
C(6) C(1) 1.378(7) no
C(7) C(6) 1.478(7) no
C(7) N(1) 1.399(6) no
C(7) O(7) 1.205(6) no
C(8) C(1) 1.480(7) no
C(8) N(1) 1.381(6) no
C(8) O(8) 1.215(6) no
C(9) N(1) 1.451(6) no
C(9) C(10) 1.514(7) no
C(10) C(11) 1.495(7) no
C(11) O(110) 1.191(6) no
C(11) O(111) 1.324(6) no
H(2) C(2) 1.080 no
H(5) C(5) 1.080 no
H(92) C(9) 1.080 no
H(102) C(10) 1.080 no
H(91) C(9) 1.080 no
H(3) C(3) 1.080 no
H(101) C(10) 1.080 no
H(4) C(4) 1.080 no
H(111) O(111) 0.93(5) no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C1 C2 C3 C4 1.1 no
C1 C2 C3 H3 -178.7 no
C1 C6 C5 C4 -0.5 no
C1 C6 C5 H5 179.6 no
C1 C6 C7 N1 -2.0 no
C1 C6 C7 O7 177.2 no
C2 C1 C8 N1 -178.2 no
C2 C1 C8 O8 1.1 no
C3 C2 C1 C6 -1.1 no
C3 C2 C1 C8 177.6 no
C5 C4 C3 C2 -0.7 no
C5 C4 C3 H3 179.0 no
C5 C6 C1 C2 0.9 no
C5 C6 C1 C8 -178.1 no
C5 C6 C7 N1 176.8 no
C5 C6 C7 O7 -4.0 no
C6 C1 C8 N1 0.7 no
C6 C1 C8 O8 179.9 no
C6 C5 C4 C3 0.4 no
C6 C5 C4 H4 -179.3 no
C7 C6 C1 C2 179.8 no
C7 C6 C1 C8 0.8 no
C7 C6 C5 C4 -179.1 no
C7 C6 C5 H5 0.9 no
C7 N1 C8 C1 -2.0 no
C7 N1 C8 O8 178.7 no
C7 N1 C9 C10 -90.7 no
C7 N1 C9 H91 30.1 no
C7 N1 C9 H92 149.8 no
C8 N1 C7 C6 2.5 no
C8 N1 C7 O7 -176.8 no
C8 N1 C9 C10 85.7 no
C8 N1 C9 H91 -153.5 no
C8 N1 C9 H92 -33.8 no
C9 N1 C7 C6 179.3 no
C9 N1 C7 O7 0.1 no
C9 N1 C8 C1 -178.8 no
C9 N1 C8 O8 1.9 no
H2 C2 C1 C6 179.0 no
H2 C2 C1 C8 -2.3 no
H2 C2 C3 C4 -179.0 no
H2 C2 C3 H3 1.2 no
H4 C4 C3 C2 179.0 no
H4 C4 C3 H3 -1.3 no
H5 C5 C4 C3 -179.6 no
H5 C5 C4 H4 0.7 no
H91 C9 C10 C11 43.6 no
H91 C9 C10 H101 -76.0 no
H91 C9 C10 H102 164.9 no
H92 C9 C10 C11 -75.4 no
H92 C9 C10 H101 165.0 no
H92 C9 C10 H102 45.9 no
H111 O111 C11 C10 -171.8 no
H111 O111 C11 O110 2.8 no
N1 C9 C10 C11 164.7 no
N1 C9 C10 H101 45.1 no
N1 C9 C10 H102 -74.0 no
O110 C11 C10 C9 109.7 no
O110 C11 C10 H101 -131.2 no
O110 C11 C10 H102 -11.7 no
O111 C11 C10 C9 -71.6 no
O111 C11 C10 H101 47.6 no
O111 C11 C10 H102 167.0 no
_journal_paper_doi 10.1107/S010827019501626X